View 11120 SUSPENSE DRIVE Winter Garden, FL MLS# O6443446
$399,000
3

Beds

2.1

Baths

1,636

Sq.Ft.

11120 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of ALLIVE REALTY
View 8049 BASILICA LANE Winter Garden, FL MLS# O6439860
$399,900
3

Beds

2.1

Baths

1,860

Sq.Ft.

8049 BASILICA LANE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 17732 PORTER ROAD Winter Garden, FL MLS# G5117867
  • New Construction with Virtual Tour
1 of 5
$473,797
3

Beds

2.1

Baths

1,772

Sq.Ft.

17732 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 17728 PORTER ROAD Winter Garden, FL MLS# G5117868
  • New Construction
1 of 3
$465,198
3

Beds

2.1

Baths

1,764

Sq.Ft.

17728 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13418 PRINCESS STREET Winter Garden, FL MLS# O6442304
  • Adult Community with Virtual Tour
1 of 21
$415,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13418 PRINCESS STREET

Winter Garden, FL

Courtesy of TURBO REAL ESTATE GROUP LLC
View 13953 EASDALE ALLEY Winter Garden, FL MLS# O6442879
$499,900
3

Beds

2.1

Baths

1,770

Sq.Ft.

13953 EASDALE ALLEY

Winter Garden, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 14058 FRASIER STREET Winter Garden, FL MLS# O6443674
$450,000
4

Beds

2.1

Baths

1,996

Sq.Ft.

14058 FRASIER STREET

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 16570 BARBOURS CREEK WAY Winter Garden, FL MLS# O6442156
  • New Construction with Virtual Tour
1 of 93
$452,000
3

Beds

2.1

Baths

1,567

Sq.Ft.

16570 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 14501 GROVE RESORT AVENUE 2608 Winter Garden, FL MLS# O6441962
$255,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2608

Winter Garden, FL

Courtesy of BP REALTY
View 1118 MAIDENMOOR ROAD Winter Garden, FL MLS# O6440167
$460,000
4

Beds

2.0

Baths

2,009

Sq.Ft.

1118 MAIDENMOOR ROAD

Winter Garden, FL

Courtesy of TEAMCONNECT REALTY LLC
View 14501 GROVE RESORT AVENUE 3201 Winter Garden, FL MLS# O6442533
$245,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3201

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 14766 PEEKSKILL DRIVE Winter Garden, FL MLS# O6440912
$332,500
2

Beds

2.1

Baths

1,406

Sq.Ft.

14766 PEEKSKILL DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 8174 BLUEJACK OAK DRIVE Winter Garden, FL MLS# O6441119
$465,900
4

Beds

3.0

Baths

1,853

Sq.Ft.

8174 BLUEJACK OAK DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 988 STUCKI TERRACE Winter Garden, FL MLS# TB8539994
$230,000
3

Beds

2.1

Baths

1,216

Sq.Ft.

988 STUCKI TERRACE

Winter Garden, FL

Courtesy of BEACHFRONT REALTY INC
View 15279 HARROWGATE WAY Winter Garden, FL MLS# O6440200
$359,900
3

Beds

2.1

Baths

1,845

Sq.Ft.

15279 HARROWGATE WAY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11367 GREAT ROCK STREET Winter Garden, FL MLS# O6440807
  • New Construction with Virtual Tour
1 of 34
$430,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

11367 GREAT ROCK STREET

Winter Garden, FL

Courtesy of FLORIDA 360 REALTY LLC
View 1415 SHERBOURNE STREET Winter Garden, FL MLS# O6439948
$404,000
3

Beds

2.1

Baths

1,369

Sq.Ft.

1415 SHERBOURNE STREET

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 1553 SPRING RIDGE CIRCLE Winter Garden, FL MLS# S5156629
$449,500
3

Beds

2.0

Baths

1,729

Sq.Ft.

1553 SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 14075 LOCHEND WAY Winter Garden, FL MLS# O6439835
$499,900
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 109 WINDTREE LANE N Winter Garden, FL MLS# O6438852
$209,900
2

Beds

2.0

Baths

918

Sq.Ft.

109 WINDTREE LANE N

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

985

Estimated median home price

$595,000
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K1
$100K - 200K33
$200K - 300K69
$300K - 400K78
$400K - 500K158
$500K - 600K166
$600K - 700K104
$700K - 800K112
$800K - 900K104
$900K - 1M57
$1M - Max103

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family677
Townhouse152
Condo118
Commercial6
Rental228
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family3
Mobile Home0
Farms0

(Data as of 10/12/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/13/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 10/13/2026.